#------------------------------------------------------------------------------
#$Date: 2019-11-23 11:02:30 +0200 (Sat, 23 Nov 2019) $
#$Revision: 232994 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/55/30/1553042.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1553042
loop_
_publ_author_name
'Ie, Machiko'
'Setsune, Jun-ichiro'
'Eda, Kazuo'
'Tsuda, Akihiko'
_publ_section_title
;
 Chiroptical sensing of oligonucleotides with a cyclic octapyrrole
;
_journal_issue                   1
_journal_name_full               'Organic Chemistry Frontiers'
_journal_page_first              29
_journal_paper_doi               10.1039/C4QO00268G
_journal_volume                  2
_journal_year                    2015
_chemical_formula_moiety         'C86 H92 N8, C6 H6'
_chemical_formula_sum            'C92 H98 N8'
_chemical_formula_weight         1315.79
_space_group_IT_number           34
_space_group_name_Hall           'P 2 -2n'
_space_group_name_H-M_alt        'P n n 2'
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2 -2n'
_symmetry_space_group_name_H-M   'P n n 2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_block_doi                 10.5517/cc13hfpq
_audit_creation_method           SHELXL-97
_audit_update_record
;
2014-10-08 deposited with the CCDC.
2014-11-28 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   15.865(4)
_cell_length_b                   16.430(4)
_cell_length_c                   14.961(4)
_cell_measurement_reflns_used    6318
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      23.62
_cell_measurement_theta_min      2.25
_cell_volume                     3899.8(17)
_computing_cell_refinement       'APEXII (Bruker AXS, 2006)'
_computing_data_collection       'APEXII (Bruker AXS, 2006)'
_computing_data_reduction        'SAINT (Bruker AXS, 2004)'
_computing_molecular_graphics    'Bruker XSHELL ver. 6.3.1'
_computing_publication_material  'Bruker XSHELL ver. 6.3.1'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0264
_diffrn_reflns_av_sigmaI/netI    0.0305
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            18780
_diffrn_reflns_theta_full        25.50
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         1.78
_exptl_absorpt_coefficient_mu    0.065
_exptl_absorpt_correction_T_max  0.9747
_exptl_absorpt_correction_T_min  0.9345
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'program SADABS ver. 2.03(Sheldrick)'
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.120
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1412.0
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_platon_squeeze_details
; 
 This equates to 8 e-/cell, and is interpreted as a real void. Without the 
 disorder structure of the methyl and isobutyl groups, volume of the 
 void increases up to 90 ang3. We suppose that one acetonitrile molecule,  
 used as a recrystallization solvent, was in the void, since one  
 acetonitrile molecule is calculated to occupy ca. 100 ang3. This 
 acetonitrile molecule is easily released from the crystal.
;
_refine_diff_density_max         0.201
_refine_diff_density_min         -0.150
_refine_diff_density_rms         0.033
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     533
_refine_ls_number_reflns         6562
_refine_ls_number_restraints     8
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0511
_refine_ls_R_factor_gt           0.0433
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0622P)²+0.5462P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1077
_refine_ls_wR_factor_ref         0.1132
_reflns_number_gt                5728
_reflns_number_total             6562
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4qo00268g2.cif
_cod_data_source_block           140930_1_0ma
_cod_original_cell_volume        3899.7(17)
_cod_original_sg_symbol_Hall     'P 2 -2n '
_cod_database_code               1553042
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, z+1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.19735(14) 0.22680(14) 0.1395(2) 0.0573(7) Uani 1 1 d . . .
C2 C 0.18511(13) 0.13816(14) 0.16020(16) 0.0440(5) Uani 1 1 d . A .
C3 C 0.10552(14) 0.10057(16) 0.1652(2) 0.0697(9) Uani 1 1 d . . .
H3 H 0.0529 0.1260 0.1532 0.084 Uiso 1 1 calc R A .
C4 C 0.11677(14) 0.02132(16) 0.1901(2) 0.0615(8) Uani 1 1 d . A .
H4 H 0.0740 -0.0184 0.1989 0.074 Uiso 1 1 calc R . .
C5 C 0.20482(12) 0.01008(13) 0.20018(15) 0.0377(5) Uani 1 1 d . . .
C6 C 0.24533(11) -0.06191(12) 0.22719(13) 0.0326(4) Uani 1 1 d . A .
C7 C 0.33258(11) -0.07041(12) 0.24000(14) 0.0332(4) Uani 1 1 d . . .
C8 C 0.38291(12) -0.13882(12) 0.26644(14) 0.0340(4) Uani 1 1 d . A .
C9 C 0.46552(12) -0.11249(12) 0.26966(14) 0.0337(4) Uani 1 1 d . . .
C10 C 0.46508(12) -0.02863(12) 0.24522(15) 0.0346(4) Uani 1 1 d . . .
C11 C 0.51986(12) 0.03989(11) 0.02405(15) 0.0358(4) Uani 1 1 d . . .
C12 C 0.60549(14) 0.06089(12) 0.00366(16) 0.0401(5) Uani 1 1 d . . .
C13 C 0.61131(13) 0.14407(12) 0.00968(16) 0.0390(5) Uani 1 1 d . B .
C14 C 0.52874(13) 0.17368(11) 0.03547(15) 0.0345(4) Uani 1 1 d . . .
C15 C 0.50103(13) 0.25234(12) 0.05520(14) 0.0368(5) Uani 1 1 d . B .
C16 C 0.41983(13) 0.27188(12) 0.08811(15) 0.0379(5) Uani 1 1 d . . .
C17 C 0.39047(16) 0.34924(14) 0.1107(2) 0.0595(7) Uani 1 1 d . A .
H17 H 0.4217 0.3985 0.1083 0.071 Uiso 1 1 calc R . .
C18 C 0.30798(17) 0.34089(15) 0.1371(2) 0.0656(8) Uani 1 1 d . . .
H18 H 0.2719 0.3833 0.1570 0.079 Uiso 1 1 calc R A .
C19 C 0.28653(13) 0.25826(12) 0.12924(17) 0.0419(5) Uani 1 1 d . A .
C20A C 0.1662(7) 0.2673(6) 0.2378(7) 0.084(3) Uani 0.50 1 d P A 1
H20A H 0.1680 0.3268 0.2340 0.126 Uiso 0.50 1 calc PR A 1
H20B H 0.2039 0.2488 0.2855 0.126 Uiso 0.50 1 calc PR A 1
H20C H 0.1084 0.2497 0.2510 0.126 Uiso 0.50 1 calc PR A 1
C21A C 0.1394(4) 0.2602(5) 0.0737(7) 0.084(3) Uani 0.50 1 d P A 1
H21A H 0.0822 0.2408 0.0862 0.125 Uiso 0.50 1 calc PR A 1
H21B H 0.1564 0.2424 0.0138 0.125 Uiso 0.50 1 calc PR A 1
H21C H 0.1407 0.3197 0.0767 0.125 Uiso 0.50 1 calc PR A 1
C20B C 0.1440(5) 0.2796(6) 0.1876(8) 0.085(4) Uani 0.50 1 d P A 2
H20D H 0.1397 0.3317 0.1559 0.128 Uiso 0.50 1 calc PR A 2
H20E H 0.1673 0.2888 0.2474 0.128 Uiso 0.50 1 calc PR A 2
H20F H 0.0879 0.2551 0.1928 0.128 Uiso 0.50 1 calc PR A 2
C21B C 0.1703(5) 0.2237(5) 0.0297(6) 0.081(2) Uani 0.50 1 d P A 2
H21D H 0.1137 0.2006 0.0236 0.121 Uiso 0.50 1 calc PR A 2
H21E H 0.2108 0.1898 -0.0029 0.121 Uiso 0.50 1 calc PR A 2
H21F H 0.1710 0.2790 0.0051 0.121 Uiso 0.50 1 calc PR A 2
C22 C 0.35395(14) -0.22384(13) 0.28791(19) 0.0480(6) Uani 1 1 d . . .
H22A H 0.4026 -0.2606 0.2883 0.072 Uiso 1 1 calc R A .
H22B H 0.3134 -0.2419 0.2426 0.072 Uiso 1 1 calc R . .
H22C H 0.3270 -0.2244 0.3468 0.072 Uiso 1 1 calc R . .
C23A C 0.54081(12) -0.16057(13) 0.30078(17) 0.0422(5) Uani 0.50 1 d P A 1
H23A H 0.5850 -0.1587 0.2541 0.051 Uiso 0.50 1 calc PR A 1
H23B H 0.5241 -0.2181 0.3090 0.051 Uiso 0.50 1 calc PR A 1
C24A C 0.5774(2) -0.1280(3) 0.3889(3) 0.0400(11) Uani 0.50 1 d PD A 1
H24A H 0.5906 -0.0689 0.3808 0.048 Uiso 0.50 1 calc PR A 1
C25A C 0.5141(3) -0.1357(5) 0.4634(3) 0.0562(14) Uani 0.50 1 d PD A 1
H25A H 0.4645 -0.1025 0.4497 0.084 Uiso 0.50 1 calc PR A 1
H25B H 0.5394 -0.1169 0.5195 0.084 Uiso 0.50 1 calc PR A 1
H25C H 0.4972 -0.1928 0.4696 0.084 Uiso 0.50 1 calc PR A 1
C26A C 0.6603(3) -0.1734(4) 0.4064(6) 0.075(2) Uani 0.50 1 d P A 1
H26A H 0.6809 -0.1602 0.4664 0.113 Uiso 0.50 1 calc PR A 1
H26B H 0.7024 -0.1570 0.3619 0.113 Uiso 0.50 1 calc PR A 1
H26C H 0.6506 -0.2322 0.4020 0.113 Uiso 0.50 1 calc PR A 1
C23B C 0.54081(12) -0.16057(13) 0.30078(17) 0.0422(5) Uani 0.50 1 d P A 2
H23C H 0.5925 -0.1314 0.2823 0.051 Uiso 0.50 1 calc PR A 2
H23D H 0.5406 -0.2139 0.2699 0.051 Uiso 0.50 1 calc PR A 2
C24B C 0.5452(5) -0.1761(4) 0.4044(5) 0.0734(17) Uani 0.50 1 d PD A 2
H24B H 0.4954 -0.2094 0.4229 0.088 Uiso 0.50 1 calc PR A 2
C25B C 0.5438(8) -0.0968(5) 0.4542(8) 0.123(4) Uiso 0.50 1 d PD A 2
H25D H 0.5947 -0.0656 0.4399 0.185 Uiso 0.50 1 calc PR A 2
H25E H 0.5419 -0.1075 0.5186 0.185 Uiso 0.50 1 calc PR A 2
H25F H 0.4938 -0.0656 0.4365 0.185 Uiso 0.50 1 calc PR A 2
C26B C 0.6267(5) -0.2227(6) 0.4277(6) 0.099(3) Uani 0.50 1 d P A 2
H26D H 0.6737 -0.1842 0.4320 0.148 Uiso 0.50 1 calc PR A 2
H26E H 0.6386 -0.2627 0.3808 0.148 Uiso 0.50 1 calc PR A 2
H26F H 0.6195 -0.2507 0.4850 0.148 Uiso 0.50 1 calc PR A 2
C27A C 0.67487(15) 0.00347(14) -0.02440(18) 0.0518(6) Uani 0.50 1 d P B 1
H27A H 0.6590 -0.0532 -0.0094 0.062 Uiso 0.50 1 calc PR B 1
H27B H 0.7275 0.0169 0.0079 0.062 Uiso 0.50 1 calc PR B 1
C28A C 0.6896(3) 0.0117(4) -0.1300(5) 0.0626(16) Uani 0.50 1 d PD B 1
H28A H 0.7149 0.0666 -0.1405 0.075 Uiso 0.50 1 calc PR B 1
C29A C 0.6127(5) 0.0062(6) -0.1882(6) 0.091(3) Uani 0.50 1 d PD B 1
H29A H 0.6297 0.0068 -0.2511 0.136 Uiso 0.50 1 calc PR B 1
H29B H 0.5757 0.0527 -0.1762 0.136 Uiso 0.50 1 calc PR B 1
H29C H 0.5825 -0.0444 -0.1752 0.136 Uiso 0.50 1 calc PR B 1
C30A C 0.7560(6) -0.0509(5) -0.1563(6) 0.097(3) Uani 0.50 1 d P B 1
H30A H 0.7288 -0.1037 -0.1665 0.146 Uiso 0.50 1 calc PR B 1
H30B H 0.7976 -0.0561 -0.1082 0.146 Uiso 0.50 1 calc PR B 1
H30C H 0.7843 -0.0333 -0.2113 0.146 Uiso 0.50 1 calc PR B 1
C27B C 0.67487(15) 0.00347(14) -0.02440(18) 0.0518(6) Uani 0.50 1 d P B 2
H27C H 0.7284 0.0342 -0.0212 0.062 Uiso 0.50 1 calc PR B 2
H27D H 0.6781 -0.0398 0.0215 0.062 Uiso 0.50 1 calc PR B 2
C28B C 0.6730(3) -0.0368(3) -0.1111(3) 0.0517(13) Uani 0.50 1 d PD B 2
H28B H 0.6197 -0.0693 -0.1135 0.062 Uiso 0.50 1 calc PR B 2
C29B C 0.6676(7) 0.0258(5) -0.1841(5) 0.087(3) Uani 0.50 1 d PD B 2
H29D H 0.6185 0.0608 -0.1738 0.131 Uiso 0.50 1 calc PR B 2
H29E H 0.6617 -0.0016 -0.2419 0.131 Uiso 0.50 1 calc PR B 2
H29F H 0.7189 0.0590 -0.1841 0.131 Uiso 0.50 1 calc PR B 2
C30B C 0.7451(4) -0.0958(4) -0.1232(6) 0.076(2) Uani 0.50 1 d P B 2
H30D H 0.7983 -0.0657 -0.1259 0.113 Uiso 0.50 1 calc PR B 2
H30E H 0.7372 -0.1262 -0.1790 0.113 Uiso 0.50 1 calc PR B 2
H30F H 0.7465 -0.1338 -0.0728 0.113 Uiso 0.50 1 calc PR B 2
C31 C 0.68981(15) 0.19272(15) -0.0062(2) 0.0570(7) Uani 1 1 d . . .
H31A H 0.7384 0.1560 -0.0097 0.086 Uiso 1 1 calc R B .
H31B H 0.6979 0.2312 0.0431 0.086 Uiso 1 1 calc R . .
H31C H 0.6845 0.2228 -0.0625 0.086 Uiso 1 1 calc R . .
C32 C 0.18884(11) -0.13326(12) 0.24527(14) 0.0335(4) Uani 1 1 d . . .
C33 C 0.15295(14) -0.17681(14) 0.17540(18) 0.0500(6) Uani 1 1 d . A .
H33 H 0.1630 -0.1605 0.1154 0.060 Uiso 1 1 calc R . .
C34 C 0.10271(16) -0.24369(17) 0.1927(2) 0.0675(8) Uani 1 1 d . . .
H34 H 0.0788 -0.2731 0.1442 0.081 Uiso 1 1 calc R A .
C35 C 0.08702(15) -0.26800(17) 0.2776(3) 0.0676(9) Uani 1 1 d . A .
H35 H 0.0532 -0.3146 0.2886 0.081 Uiso 1 1 calc R . .
C36 C 0.12035(17) -0.22480(17) 0.3473(2) 0.0642(8) Uani 1 1 d . . .
H36 H 0.1088 -0.2411 0.4070 0.077 Uiso 1 1 calc R A .
C37 C 0.17096(15) -0.15726(15) 0.33146(17) 0.0484(6) Uani 1 1 d . A .
H37 H 0.1934 -0.1274 0.3804 0.058 Uiso 1 1 calc R . .
C38 C 0.55826(13) 0.32325(11) 0.03825(16) 0.0387(5) Uani 1 1 d . . .
C39 C 0.57289(17) 0.34890(18) -0.0489(2) 0.0616(7) Uani 1 1 d . B .
H39 H 0.5467 0.3213 -0.0973 0.074 Uiso 1 1 calc R . .
C40 C 0.6256(2) 0.4146(2) -0.0659(3) 0.0786(9) Uani 1 1 d . . .
H40 H 0.6345 0.4325 -0.1255 0.094 Uiso 1 1 calc R B .
C41 C 0.66514(19) 0.45414(16) 0.0049(3) 0.0729(9) Uani 1 1 d . B .
H41 H 0.7019 0.4986 -0.0063 0.087 Uiso 1 1 calc R . .
C42 C 0.6513(2) 0.42931(17) 0.0888(2) 0.0742(9) Uani 1 1 d . . .
H42 H 0.6790 0.4559 0.1370 0.089 Uiso 1 1 calc R B .
C43 C 0.59670(18) 0.36489(15) 0.1063(2) 0.0608(7) Uani 1 1 d . B .
H43 H 0.5859 0.3496 0.1665 0.073 Uiso 1 1 calc R . .
C44 C 0.5000 0.5000 0.4681(5) 0.244(7) Uani 1 2 d SD . .
H44 H 0.5000 0.5000 0.5316 0.293 Uiso 1 2 calc SR . .
C45 C 0.4687(4) 0.4322(3) 0.4243(3) 0.178(3) Uani 1 1 d D . .
H45 H 0.4468 0.3872 0.4568 0.214 Uiso 1 1 calc R . .
C46 C 0.4703(3) 0.4320(2) 0.3320(2) 0.1236(16) Uani 1 1 d D . .
H46 H 0.4512 0.3858 0.2996 0.148 Uiso 1 1 calc R . .
C47 C 0.5000 0.5000 0.2875(4) 0.117(2) Uani 1 2 d SD . .
H47 H 0.5000 0.5000 0.2240 0.140 Uiso 1 2 calc SR . .
N1 N 0.24433(10) 0.08379(10) 0.18197(13) 0.0383(4) Uani 1 1 d . A .
H1N H 0.2989 0.0930 0.1844 0.046 Uiso 0.50 1 calc PR . .
N2 N 0.38597(10) -0.00418(10) 0.22800(12) 0.0357(4) Uani 1 1 d . A .
H2N H 0.3706 0.0451 0.2119 0.043 Uiso 0.50 1 calc PR . .
N3 N 0.47512(10) 0.10697(9) 0.04326(12) 0.0337(4) Uani 1 1 d . B .
H3N H 0.4215 0.1085 0.0581 0.040 Uiso 0.50 1 calc PR . .
N4 N 0.35353(11) 0.21693(10) 0.10052(13) 0.0387(4) Uani 1 1 d . A .
H4N H 0.3557 0.1641 0.0910 0.046 Uiso 0.50 1 calc PR . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C20B C1 C21A 74.5(6) . .
C20B C1 C2 114.5(4) . .
C21A C1 C2 115.0(4) . .
C20B C1 C19 113.8(4) . .
C21A C1 C19 113.1(3) . .
C2 C1 C19 118.23(18) . .
C20B C1 C20A 30.4(4) . .
C21A C1 C20A 104.8(5) . .
C2 C1 C20A 99.5(4) . .
C19 C1 C20A 103.2(4) . .
C20B C1 C21B 111.1(5) . .
C21A C1 C21B 36.6(4) . .
C2 C1 C21B 97.9(3) . .
C19 C1 C21B 98.5(3) . .
C20A C1 C21B 141.3(5) . .
N1 C2 C3 108.93(19) . .
N1 C2 C1 127.41(19) . .
C3 C2 C1 123.5(2) . .
C4 C3 C2 108.4(2) . .
C4 C3 H3 125.8 . .
C2 C3 H3 125.8 . .
C3 C4 C5 106.4(2) . .
C3 C4 H4 126.8 . .
C5 C4 H4 126.8 . .
N1 C5 C6 125.67(16) . .
N1 C5 C4 108.06(18) . .
C6 C5 C4 126.23(19) . .
C7 C6 C5 125.00(17) . .
C7 C6 C32 119.12(17) . .
C5 C6 C32 115.87(16) . .
N2 C7 C6 120.33(17) . .
N2 C7 C8 108.04(15) . .
C6 C7 C8 131.62(17) . .
C9 C8 C7 107.01(16) . .
C9 C8 C22 124.95(18) . .
C7 C8 C22 128.04(17) . .
C8 C9 C10 106.80(17) . .
C8 C9 C23A 126.82(19) . .
C10 C9 C23A 126.17(18) . .
N2 C10 C9 110.05(17) . .
N2 C10 C10 121.3(2) . 2_655
C9 C10 C10 128.5(2) . 2_655
N3 C11 C12 110.42(16) . .
N3 C11 C11 120.7(2) . 2_655
C12 C11 C11 128.8(2) . 2_655
C13 C12 C11 106.81(18) . .
C13 C12 C27A 126.3(2) . .
C11 C12 C27A 126.83(18) . .
C12 C13 C14 106.90(18) . .
C12 C13 C31 125.2(2) . .
C14 C13 C31 127.89(19) . .
N3 C14 C15 121.22(18) . .
N3 C14 C13 108.08(16) . .
C15 C14 C13 130.63(18) . .
C14 C15 C16 124.73(18) . .
C14 C15 C38 119.53(18) . .
C16 C15 C38 115.71(17) . .
C17 C16 N4 107.75(18) . .
C17 C16 C15 126.48(19) . .
N4 C16 C15 125.73(17) . .
C18 C17 C16 107.3(2) . .
C18 C17 H17 126.4 . .
C16 C17 H17 126.4 . .
C17 C18 C19 107.7(2) . .
C17 C18 H18 126.2 . .
C19 C18 H18 126.2 . .
N4 C19 C18 109.04(19) . .
N4 C19 C1 127.17(19) . .
C18 C19 C1 123.2(2) . .
C1 C20A H20A 109.5 . .
C1 C20A H20B 109.5 . .
C1 C20A H20C 109.5 . .
C1 C21A H21A 109.5 . .
C1 C21A H21B 109.5 . .
C1 C21A H21C 109.5 . .
C1 C20B H20D 109.5 . .
C1 C20B H20E 109.5 . .
H20D C20B H20E 109.5 . .
C1 C20B H20F 109.5 . .
H20D C20B H20F 109.5 . .
H20E C20B H20F 109.5 . .
C1 C21B H21D 109.5 . .
C1 C21B H21E 109.5 . .
H21D C21B H21E 109.5 . .
C1 C21B H21F 109.5 . .
H21D C21B H21F 109.5 . .
H21E C21B H21F 109.5 . .
C8 C22 H22A 109.5 . .
C8 C22 H22B 109.5 . .
H22A C22 H22B 109.5 . .
C8 C22 H22C 109.5 . .
H22A C22 H22C 109.5 . .
H22B C22 H22C 109.5 . .
C9 C23A C24A 112.5(2) . .
C9 C23A H23A 109.1 . .
C24A C23A H23A 109.1 . .
C9 C23A H23B 109.1 . .
C24A C23A H23B 109.1 . .
H23A C23A H23B 107.8 . .
C25A C24A C26A 113.8(5) . .
C25A C24A C23A 110.7(4) . .
C26A C24A C23A 107.5(4) . .
C25A C24A H24A 108.2 . .
C26A C24A H24A 108.2 . .
C23A C24A H24A 108.2 . .
C25B C24B C26B 109.4(7) . .
C25B C24B H24B 109.1 . .
C26B C24B H24B 109.1 . .
C24B C25B H25D 109.5 . .
C24B C25B H25E 109.5 . .
H25D C25B H25E 109.5 . .
C24B C25B H25F 109.5 . .
H25D C25B H25F 109.5 . .
H25E C25B H25F 109.5 . .
C24B C26B H26D 109.5 . .
C24B C26B H26E 109.5 . .
H26D C26B H26E 109.5 . .
C24B C26B H26F 109.5 . .
H26D C26B H26F 109.5 . .
H26E C26B H26F 109.5 . .
C12 C27A C28A 109.1(3) . .
C12 C27A H27A 109.9 . .
C28A C27A H27A 109.9 . .
C12 C27A H27B 109.9 . .
C28A C27A H27B 109.9 . .
H27A C27A H27B 108.3 . .
C29A C28A C30A 111.8(7) . .
C29A C28A C27A 116.6(6) . .
C30A C28A C27A 107.4(6) . .
C29A C28A H28A 106.9 . .
C30A C28A H28A 106.9 . .
C27A C28A H28A 106.9 . .
C29B C28B C30B 113.3(6) . .
C29B C28B H28B 107.0 . .
C30B C28B H28B 107.0 . .
C28B C29B H29D 109.5 . .
C28B C29B H29E 109.5 . .
H29D C29B H29E 109.5 . .
C28B C29B H29F 109.5 . .
H29D C29B H29F 109.5 . .
H29E C29B H29F 109.5 . .
C28B C30B H30D 109.5 . .
C28B C30B H30E 109.5 . .
H30D C30B H30E 109.5 . .
C28B C30B H30F 109.5 . .
H30D C30B H30F 109.5 . .
H30E C30B H30F 109.5 . .
C13 C31 H31A 109.5 . .
C13 C31 H31B 109.5 . .
H31A C31 H31B 109.5 . .
C13 C31 H31C 109.5 . .
H31A C31 H31C 109.5 . .
H31B C31 H31C 109.5 . .
C37 C32 C33 118.2(2) . .
C37 C32 C6 121.01(19) . .
C33 C32 C6 120.8(2) . .
C34 C33 C32 120.4(3) . .
C34 C33 H33 119.8 . .
C32 C33 H33 119.8 . .
C35 C34 C33 121.0(3) . .
C35 C34 H34 119.5 . .
C33 C34 H34 119.5 . .
C34 C35 C36 119.4(2) . .
C34 C35 H35 120.3 . .
C36 C35 H35 120.3 . .
C35 C36 C37 120.4(3) . .
C35 C36 H36 119.8 . .
C37 C36 H36 119.8 . .
C32 C37 C36 120.5(3) . .
C32 C37 H37 119.8 . .
C36 C37 H37 119.8 . .
C43 C38 C39 118.2(2) . .
C43 C38 C15 122.1(2) . .
C39 C38 C15 119.7(2) . .
C40 C39 C38 120.5(3) . .
C40 C39 H39 119.8 . .
C38 C39 H39 119.8 . .
C39 C40 C41 119.7(3) . .
C39 C40 H40 120.1 . .
C41 C40 H40 120.1 . .
C42 C41 C40 119.8(2) . .
C42 C41 H41 120.1 . .
C40 C41 H41 120.1 . .
C41 C42 C43 120.7(3) . .
C41 C42 H42 119.7 . .
C43 C42 H42 119.7 . .
C38 C43 C42 121.1(3) . .
C38 C43 H43 119.5 . .
C42 C43 H43 119.5 . .
C45 C44 C45 123.5(8) . 2_665
C45 C44 H44 118.2 . .
C45 C44 H44 118.2 2_665 .
C46 C45 C44 118.0(6) . .
C46 C45 H45 121.0 . .
C44 C45 H45 121.0 . .
C45 C46 C47 119.0(5) . .
C45 C46 H46 120.5 . .
C47 C46 H46 120.5 . .
C46 C47 C46 122.5(6) 2_665 .
C46 C47 H47 118.8 2_665 .
C46 C47 H47 118.8 . .
C2 N1 C5 108.24(16) . .
C2 N1 H1N 125.9 . .
C5 N1 H1N 125.9 . .
C10 N2 C7 108.10(16) . .
C10 N2 H2N 126.0 . .
C7 N2 H2N 126.0 . .
C11 N3 C14 107.78(16) . .
C11 N3 H3N 126.1 . .
C14 N3 H3N 126.1 . .
C19 N4 C16 108.28(16) . .
C19 N4 H4N 125.9 . .
C16 N4 H4N 125.9 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 C20B 1.410(10) .
C1 C21A 1.454(8) .
C1 C2 1.501(3) .
C1 C19 1.514(3) .
C1 C20A 1.688(11) .
C1 C21B 1.699(9) .
C2 N1 1.337(3) .
C2 C3 1.408(3) .
C3 C4 1.366(4) .
C3 H3 0.9500 .
C4 C5 1.417(3) .
C4 H4 0.9500 .
C5 N1 1.390(3) .
C5 C6 1.406(3) .
C6 C7 1.404(3) .
C6 C32 1.500(3) .
C7 N2 1.391(2) .
C7 C8 1.434(3) .
C8 C9 1.381(3) .
C8 C22 1.505(3) .
C9 C10 1.426(3) .
C9 C23A 1.506(3) .
C10 N2 1.343(2) .
C10 C10 1.453(4) 2_655
C11 N3 1.342(2) .
C11 C12 1.434(3) .
C11 C11 1.454(4) 2_655
C12 C13 1.373(3) .
C12 C27A 1.509(3) .
C13 C14 1.450(3) .
C13 C31 1.499(3) .
C14 N3 1.392(2) .
C14 C15 1.397(3) .
C15 C16 1.416(3) .
C15 C38 1.499(3) .
C16 C17 1.395(3) .
C16 N4 1.399(3) .
C17 C18 1.374(4) .
C17 H17 0.9500 .
C18 C19 1.404(3) .
C18 H18 0.9500 .
C19 N4 1.333(3) .
C20A H20A 0.9800 .
C20A H20B 0.9800 .
C20A H20C 0.9800 .
C21A H21A 0.9800 .
C21A H21B 0.9800 .
C21A H21C 0.9800 .
C20B H20D 0.9800 .
C20B H20E 0.9800 .
C20B H20F 0.9800 .
C21B H21D 0.9800 .
C21B H21E 0.9800 .
C21B H21F 0.9800 .
C22 H22A 0.9800 .
C22 H22B 0.9800 .
C22 H22C 0.9800 .
C23A C24A 1.537(5) .
C23A H23A 0.9900 .
C23A H23B 0.9900 .
C24A C25A 1.506(2) .
C24A C26A 1.535(7) .
C24A H24A 1.0000 .
C25A H25A 0.9800 .
C25A H25B 0.9800 .
C25A H25C 0.9800 .
C26A H26A 0.9800 .
C26A H26B 0.9800 .
C26A H26C 0.9800 .
C24B C25B 1.500(2) .
C24B C26B 1.543(8) .
C24B H24B 1.0000 .
C25B H25D 0.9800 .
C25B H25E 0.9800 .
C25B H25F 0.9800 .
C26B H26D 0.9800 .
C26B H26E 0.9800 .
C26B H26F 0.9800 .
C27A C28A 1.602(8) .
C27A H27A 0.9900 .
C27A H27B 0.9900 .
C28A C29A 1.501(2) .
C28A C30A 1.525(10) .
C28A H28A 1.0000 .
C29A H29A 0.9800 .
C29A H29B 0.9800 .
C29A H29C 0.9800 .
C30A H30A 0.9800 .
C30A H30B 0.9800 .
C30A H30C 0.9800 .
C28B C29B 1.502(2) .
C28B C30B 1.511(8) .
C28B H28B 1.0000 .
C29B H29D 0.9800 .
C29B H29E 0.9800 .
C29B H29F 0.9800 .
C30B H30D 0.9800 .
C30B H30E 0.9800 .
C30B H30F 0.9800 .
C31 H31A 0.9800 .
C31 H31B 0.9800 .
C31 H31C 0.9800 .
C32 C37 1.378(3) .
C32 C33 1.389(3) .
C33 C34 1.382(3) .
C33 H33 0.9500 .
C34 C35 1.355(5) .
C34 H34 0.9500 .
C35 C36 1.369(5) .
C35 H35 0.9500 .
C36 C37 1.390(4) .
C36 H36 0.9500 .
C37 H37 0.9500 .
C38 C43 1.370(3) .
C38 C39 1.390(4) .
C39 C40 1.389(4) .
C39 H39 0.9500 .
C40 C41 1.392(5) .
C40 H40 0.9500 .
C41 C42 1.338(5) .
C41 H41 0.9500 .
C42 C43 1.393(4) .
C42 H42 0.9500 .
C43 H43 0.9500 .
C44 C45 1.385(2) .
C44 C45 1.385(2) 2_665
C44 H44 0.9500 .
C45 C46 1.381(2) .
C45 H45 0.9500 .
C46 C47 1.384(2) .
C46 H46 0.9500 .
C47 C46 1.384(2) 2_665
C47 H47 0.9500 .
N1 H1N 0.8800 .
N2 H2N 0.8800 .
N3 H3N 0.8800 .
N4 H4N 0.8800 .
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
1 0.000 0.500 0.113 77.9 4.0
2 0.500 1.000 0.613 77.9 4.0
